Acetate → 3-[4-(5-Methoxycarbonyl-1-pentenyl)phenyl]isoxazole-4-carboxylic acid

HRID 1150307Notes

Reaction equation

HRID 1150307 reaction equation
[C:16]([CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])(=[O:22])[O:23][CH3:24].[C:62]([O-:63])(=[O:64])[CH3:65].[C:67]([O-:68])(=[O:69])[CH3:70].[CH2:48]1[O:49][CH2:50][CH2:51][O:52][CH2:53]1.[CH2:54]([N:55]([CH2:56][CH3:57])[CH:58]([CH3:59])[CH3:60])[CH3:61].[ClH:47].[I:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][o:10][cH:11][c:12]2[C:13](=[O:14])[OH:15])[cH:6][cH:7]1.[Pd+2:66].[c:25]1([CH3:26])[cH:27][cH:28][cH:29][cH:30][c:31]1[P:32]([c:33]1[cH:34][cH:35][cH:36][cH:37][c:38]1[CH3:39])[c:40]1[cH:41][cH:42][cH:43][cH:44][c:45]1[CH3:46]>>[c:2]1([CH:21]=[CH:20][CH2:19][CH2:18][CH2:17][C:16](=[O:22])[O:23][CH3:24])[cH:3][cH:4][c:5](-[c:8]2[n:9][o:10][cH:11][c:12]2[C:13](=[O:14])[OH:15])[cH:6][cH:7]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 520082Methyl 5-HexenoateHCID 521913N,N-Diethyl-2-propanamineHCID 688807933-(4-Iodophenyl)isoxazole-4-carboxylic acid

Product 1

HCID 688844633-[4-(5-Methoxycarbonyl-1-pentenyl)phenyl]isoxazole-4-carboxylic acid

Sources & evidence

ORD record
ord-8b49b9b1a27d4204982dc781b0b4cbfd
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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